Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
  • C08L25/02—Homopolymers or copolymers of hydrocarbons
  • C08L25/04—Homopolymers or copolymers of styrene
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
  • C08L25/02—Homopolymers or copolymers of hydrocarbons
  • C08L25/04—Homopolymers or copolymers of styrene
  • C08L25/06—Polystyrene
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K3/00—Use of inorganic substances as compounding ingredients
  • C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
  • C08K3/013—Fillers, pigments or reinforcing additives
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K9/00—Use of pretreated ingredients
  • C08K9/04—Ingredients treated with organic substances
  • C08K9/06—Ingredients treated with organic substances with silicon-containing compounds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
  • C08L51/003—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds

Definitions

• the present invention relates to a thermoplastic resin composition. More particularly, it pertains to a thermoplastic resin composition well suited for the formation of industrial materials such as electric and electronic materials, industrial construction material, automobile parts and domestic electrical appliances.
• thermoplastic resins have heretofore been improved in dynamical properties and heat resistance by compounding therein an inorganic filler such as glass fiber.
• an inorganic filler such as glass fiber.
• a styrenic polymer has not sufficient adhesivity with an inorganic filler, investigation has been made on additives and surface treatment agents for inorganic fillers for the purpose of improving the aforementioned adhesivity.
• the surface treatment agents such as the combination of various aminosilane compounds with polyester-based, urethanic, epoxy, acrylic or vinyl acetate-based resin and the additives such as maleic anhydride/styrene copolymer.
• silane-based coupling agent etc.
• It is another object of the present invention to provide a composition comprising a syndiotactic polystyrene and an inorganic filler bonded to each other by the above adhesive.
• the aforesated objects can be achieved by compounding a specific styrenic polymer having a modified terminal with an inorganic filler in a prescribed ratio.
• the present invention has been accomplished on the basis of the above-described finding and information.
• the present invention provides a thermoplastic resin composition which comprises 100 parts by weight of (A) (a) a terminal-modified styrenic polymer having syndiotactic configuration, a terminal of which is bonded to a compound having a polar group or (b) said terminal-modified styrenic polymer and a styrenic polymer having syndiotactic configuration; and 1 to 350 parts by weight of (B) an inorganic filler.
• the terminal-modified styrenic polymer is a terminal-modified styrenic polymer having syndiotactic configuration, a terminal of which is bonded to a compound having a polar group.
• the styrenic polymer which has syndiotactic configuration means that its stereochemical structure is of syndiotactic configuration, i,e. the stereostructure in which phenyl groups or substituted phenyl groups as side chains are located alternately at opposite directions relative to the main chain consisting of carbon-carbon bonds.
• Tacticity is quantitatively determined by the nuclear magnetic resonance method ( 13 C-NMR method) using carbon isotope.
• the tacticity as determined by the 13 C-NMR method can be indicated in terms of proportions of structural units continuously connected to each other, i.e., a diad in which two structural units are connected to each other, a triad in which three structural units are connected to each other and a pentad in which five structural units are connected to each other.
• the styrenic polymers having such sundiotactic configuration as mentioned in the present invention usually means polystyrene, poly(alkylstyrene), poly(halogenated styrene), poly(halogenated alkylstyrene), poly(alkoxystyrene), poly(vinyl benzoate), hydrogenated polymer thereof, the mixture thereof, and copolymers containing the above polymers as main components, having such a syndiotacticity as determined by the abovementioned method that the proportion of racemic diad is at least 75%, preferably at least 85%, or the proportion of racemic pentad is at least 30%, preferably at least 50%.
• the poly(alkylstyrene) includes poly(methylstyrene), poly(ethylstyrene), poly(isopropylstyrene), poly(tert-butylstyrene), poly(phenylstyrene), poly(vinylnaphthalene) and poly(vinylstyrene).
• Poly(halogenated styrene) includes poly(chlorostyrene), poly(bromostyrene), and poly(fluorostyrene).
• Poly(halogenated alkylstyrene) includes poly(chloromethylstyrene).
• Poly(alkoxystyrene) includes poly(methoxystyrene), and poly(ethoxystyrene).
• the particularly desirable styrenic polymers are polystyrene, poly(p-methylstyrene), poly(m-methylstyrene), poly(p-tert-butylstyrene), poly(p-chlorostyrene), poly(m-chlorostyrene), poly(p-fluorostyrene), hydrogenated polystyrene and the copolymer containing the structural units thereof.
• the molecular weight of the styrenic polymer to be used in the present invention is not specifically limited, but is desirably 10,000 or more, more desirably 50,000 or more in terms of weight-average molecular weight.
• the molecular-weight distribution that is, the broadening of molecular weight of the styrenic polymer is not specifically limited as well, but may be in a wide range.
• a weight-average molecular weight of less than 10,000 is unfavorable since the composition or molding obtained is deteriorated thereby in the thermal and mechanical properties.
• the styrenic polymer having such syndiotactic configuration can be produced by polymerizing a styrenic monomer which corresponds to the above styrenic polymer in the presence or absence of a solvent such as an inert hydrocarbon by the use of a catalyst comprising a titanium compound and a condensation product of water and trialkylaluminum (Japanese Patent Application Laid-Open No. 187708/1987).
• the poly(halogenated alkylstyrene) and the hydrogenated product thereof can be produced by the processes described in Japanese Patent Application Laid-Open Nos. 46912/1989 and 178505/1989, respectively.
• the above-mentioned compound having a polar group bonded to the terminal of the styrenic polymer is derived from a compound having both a polar group and an unsaturated group in the same molecule before bonded to the styrenic polymer.
• the unsaturated group includes carbon-carbon double bond and carbon-carbon triple bond
• the polar group includes carboxyl group, a group derived from a carboxylic acid exemplified by various salts and esters formed by replacement of hydrogen atom or hydroxyl group of carboxyl group, acid amide; acid anhydride, imide, acid azide, halogenated acid, oxazoline, nitrile, epoxy group, amino group, hydroxyl group and isocyanic acid ester.
• the compound having a polar group and an unsaturated group include unsaturated carboxylic acid, derivatives thereof, unsaturated epoxy compounds, unsaturated alcohol, unsaturated amine and unsaturated isocyanic acid esters, specifically exemplified by maleic anhydride, maleic acid, fumaric acid, maleimide, maleic hydrazide and a reaction product of maleic acid and diamine represented by, for example, the constitutional formula ##STR1## wherein R is an aliphatic or aromatic group, organic acid, anhydride thereof and acid amide such as methylnadic anhydride, dichloromaleic anhydride; maleic amide; itaconic acid; and itaconic anhydride, natural fat and oil such as soybean oil; tung oil; castor oil; linseed oil; hempseed oil; cotton seed oil; sesame oil; rapeseed oil; peanut oil; camellia oil; olive oil; coconut oil; and sardine oil, unsaturated carboxylic acid such
• vinyl compound having an epoxy group examples include glycidyl methacrylate; glycidyl acrylate; vinylglycidyl ether; glycidyl ether of hydroxyalkyl (meth)acrylate; glycidyl ether of polyalkyleneglycol (meth)acrylate and glycidyl itaconate, of which glycidyl methacrylate is particularly desirable.
• a compound having an unsaturated group and a polar group in the same molecule at the same time includes a compound having same or different and at least two unsaturated groups and/or polar groups, and it is possible to use at least two such compounds.
• the terminal-modified styrenic polymer as the component (A) of the present invention can be obtained by bonding a compound having both a polar group and an unsaturated group to the terminal of the above-mentioned styrenic polymer.
• Various processes are available for the production of the aforementioned styrenic polymer including, for example, a process wherein a styrenic monomer is polymerized in the presence of an inert hydrocarbon solvent or in the absence of a solvent by the use of a catalyst comprizing a titanium compound and an aluminoxane and subsequently a compound having both a polar group and an unsaturated group is added to proceed with reaction.
• the above-mentioned terminal-modified styrenic polymer may be incorporated with a thermoplastic resin, rubbery elastomer, antioxidant, ultraviolet ray absorber, external lubricant, nucleating agent, antistatic agent, colorant, flame retardant, flame retarding aid or the like as necessary insofar as an object of the present invention is not impaired.
• thermoplastic resin examples include polyolefin such as polyphenylene ether with or without a polar group; polyethylene; atactic polystyrene; polypropylene; polybutene; and polypentene, polyester such as polyethylene terephthalate; polybutylene terephthalate; and polyethylene naphthalate, polythioether such as polyamide; polyphenylene sulfide, polycarbonate; polyarylate; polysulfone; polyether ether keton; polyether sulfone; polyimide; polyamidimide; poly(methyl methacrylate); ethylene/acrylic acid copolymer; acrylonitrile/styrene copolymer; acrylonitrile/chlorinated polyethylene/styrene copolymer; ethylene/vinyl acetate copolymer; ethylene/vinyl alcohol copolymer; acrylonitrile/butadiene/styrene copolymer; vinyl chloride resin; chlor
• thermoplastic resin examples include those having affinity or reactivity with the polar group exemplified by polyolefin such as polyethylene; polypropylene; polybutene; and polypentene, polyester such as polyphenylene sulfide; polyamide; polyamidimide; polyethylene terephthalate; polybutylene terephthalate; polyethylene naphthalate; polycarbonate; polyarylate; polysulfone; polyether ether ketone; polyether sulfone; polyimide; poly(methyl methacrylate); ethylene/acrylic aicd copolymer; acrylonitrile/styrene copolymer; acrylonitrile/chlorinated polyethylene/styrene copolymer; ethylene/vinyl acetate copolymer; ethylene/vinyl acetate copolymer; ethylene/vinyl alcohol copolymer; acrylonitrile/butadiene/styrene copolymer
• thermoplastic resin examples include maleic acid-modified polyethylene; polypropylene; styrene/maleic anhydride copolymer; polyarylate; polycarbonate; epoxy group-containing polyphenylene sulfide; amino group-containing polyphenylene sulfide; and polyamide.
• thermoplastic polyamides are usable.
• suitable amides include polyamide-4; polyamide-6; polyamide-4,6; polyamide-6,6; polyamide-3,4; polyamide-12; polyamide-11; polyamide-6,10; polyamide refined from terephthalic acid and 4,4'-diaminocyclohexylmethane; azelaic acid; polyamide refined from adipic acid and 2,2-bis(p-aminocyclohexyl)propane; polyamide refined from adipic acid and m-xylylenediamine; and polyamide refined from terephthalic acid and trimethylhexamethylenediamine.
• An aromatic polyamide resin is a polyamide polymer containing an amide bond having an aromatic ring in the main chain as the repeating unit.
• the aromatic polyamide resin to be used in the present invention is suitably selected for use from the polymer obtained by reacting an aromatic diamine component with a dicarboxylic acid component by a conventional process and the polymer obtained by reacting an aromatic w-amino-w'-carboxylic compound by a conventional process.
• the above-mentioned diamine compound having a benzene ring may be used alone or in combination with other diamine compound/s such as an aliphatic diamine so long as the content of the aromatic diamine component is not less than 50 mol %. Needless to say, two or more kinds of the aromatic diamines may be used as a mixture.
• dicarboxylic acid mention may be made of aliphatic dicarboxyl compound exemplified by glutaric acid; adipic acid; pimelic acid; suberic acid; azelic acid and sebacic acid, aromatic dicarboxyl compound exemplified by isophthalic acid; terephthalic acid; and naphthalenedicarboxylic acid and hydrochlorides of the aforesaid dicarboxyl compounds.
• the above-mentioned compound may be used in combination with at least one other compound.
• ⁇ -amino- ⁇ '-carboxyl compound having an aromatic ring mention may be made of 4-aminophenylcarboxymethane; 1-(4-aminophenyl)-2-carboxyethane; 3-(4-aminophenyl)-1-carboxypropane; and p-(3-amino-3'-hydroxy)dipropylbenzene.
• rubbery elastomers of which is most suitable a rubbery copolymer containing a styrenic compound as one of the components.
• examples thereof include styrene/butadiene copolymer rubber (SBR); styrene/butadiene block copolymer (SB, SBS, BSB, etc.); styrene/hydrogenated butadiene block copolymer (SEBS, SEB, etc.); styrene/isoprene block copolymer (SI, SIS, ISI, etc); styrene/hydrogenated isoprene block copolymer (SEP, SEPS, etc.); granular elastomer obtained by polymerizing a vinylic monomer in the presence of a polymer obtained by polymerizing at least one monomer selected from the group consisting of alkyl methacrylate and polyfunctional monomer having a conjugated diene type unsaturated group
• rubbery elastomers include at least one block or graft copolymer selected from A-B block copolymer, A-grafted B copolymer and B-grafted A copolymer wherein A indicates at least one styrenic polymer or styrenic copolymer selected from the group consisting of atactic polystyrene; acrylonitrile/styrene random copolymer; styrene/maleic anhydride random copolymer; styrene/acrylonitrile/maleimide anhydride random copolymer; styrene/methyl methacrylate random copolymer; and styrene/methacrylic acid random copolymer, and B stands for at least one polymer selected from the group consisting of polybutadiene; polyisoprene; hydrogenated polybutadiene; hydrogenated polyisoprene; polycarbonate; polyamide; poly(methyl methacrylate); polyethylene
• rubbery elastomers include natural rubber; polybutadiene; polyisoprene; polyisobutylene; neoprene; ethylene/propylene copolymer rubber; polysulfide rubber; Thiokol rubber; acrylic rubber; urethane rubber; silicone rubber; and epichlorohydrin rubber.
• a modified rubbery elastomer obtained by the reaction with a compound having a polar group and an unsaturated group may be employed as well.
• the aforestated terminal-modified styrenic polymer may be employed alone or in combination with a terminal-unmodified styrenic polymer, that is, at least one terminal-unmodified styrenic polymer having syndiotactic configuration, which may be a combination of two are more species.
• the compositional ratio of the terminal-mnodified styrenic polymer to the terminal-unmodified styrenic polymer may be arbitrarily selected insofar as the former is contained in the component (A).
• component (B) of the present invention a wide diversity of inorganic fillers in the form of fiber, granule, powder or the like are available.
• fibrous filler examples include glass fiber, carbon fiber, whisker, ceramics fiber and metallic fiber, more specifically, boron; alumina; silica; and silicon carbide as whisker, gypsum; potassium titanate; magnesium sulfate; and magnesium oxide as ceramics fiber, copper; aluminum; and steel as metallic fiber.
• glass fiber including glass filament, glass fiber, glass roving and glass mat, and carbon fiber.
• the form or shape of the filler includes cloth, mat, bound and cut fiber, short fiber, filament and whisker.
• the bound and cut fiber has preferably a length of 0.05 to 50 mm and a diameter of 5 to 20 ⁇ m.
• As carbon fiber that of polyacrylonitrile-based (PAN) is preferable.
• the cloth or mat has a length of 1 mm or more, preferably 5 mm or more.
• Examples of granular or powdery filler include talc, carbon black, graphite, titanium dioxide, silica, mica, calcium carbonate, calcium sulfate, barium carbonate, magnesium carbonate, magnesium sulfate, barium sulfate, oxysulfate, tin oxide, alumina, kaolin, silicon carbide, metallic powder, glass powder, glass flake and glass bead.
• Talc has desirably an average grain size of 0.8 to 20 ⁇ m, more desirabuly 0.6 to 10 ⁇ m.
• Calcium carbonate has desirably an average grain size of 40 to 250 ⁇ m, more desirably 50 to 150 ⁇ m.
• the glass fiber is preferably surface-treated by a surface treatment agent.
• a surface treatment agent for surface-treated allows a polar group of a terminal-modified styrenic polymer to react with an unsaturated group of the same, thereby enhancing the adhesivity between the filler and polymer.
• the purpose of a coupling agent to be used for the surface treatment of aforestated glass fiber as the filler is to improve the adhesivity between the filler and the terminal-modified styrenic polymer as the component (A) of the present invention.
• the coupling agent may be suitably selected for use from the publicly known silane-based coupling agent and titanium-based coupling agent.
• silane-based coupling agent examples include triethoxysilane, vinyltris( ⁇ -methoxyethoxy)silane, ⁇ -methacryloxypropyltrimethoxysilane, ⁇ -glycidoxypropyltrimethoxysilane, ⁇ -(1,1-epoxycyclohexyl)ethyltrimethoxysilane, n- ⁇ -(aminoethyl)-y-aminopropyltrimethoxysilane, N- ⁇ -(aminoethyl)- ⁇ -aminopropylmethyl dimethoxysilane, ⁇ -aminopropyltriethoxysilane, N-phenyl- ⁇ -aminopropyltrimethoxysilane, ⁇ -mercaptopropyltrimethoxysilane, ⁇ -chloropropyltrimethoxysilane, ⁇ -aminopropyltrimethoxysilane, ⁇ -
• aminosilane and epoxysilane such as ⁇ -aminopropyltriethoxysilane, N- ⁇ -(aminoethyl)- ⁇ -aminopropyltriethoxysilane, ⁇ -glycidoxypropyltrimethoxysilane, ⁇ -(3,4-epoxycyclohexyl)ethyltrimethoxysilane.
• amino silanes are particularly desirable.
• titanium-based coupling agent examples include isopropyltriisostearoyl titanate, isopropyltridodecylbenzenesulfonyl titanate, isopropyltris(dioctylpyrophosphate) titanate, tetraisopropylbis(dioctylphosphite) titanate, tetraoctylbis(di-tridecylphosphite) titanate, tetrta(1,1-diallyloxymethyl-1-butyl)bis(di-tridecyl)phosphite titanate, bis(dioctylpyrophosphate)oxyacetate titanate, bis(dioctylpyrophosphate)ethylene titanate, isopropyltrioctanoyl titanate, isopropyldimethacrylisostearoyl titanate, isopropylisostearoyldiacryl
• the surface treatment of the above-mentioned filler by the use of such coupling agent can be effected by a conventional known method without specific limitation, for example, sizing treatment in which the filler is coated with the sizing agent in the form of solution of the coupling agent as mentioned above in an organic solvent or in the form of suspension containing the coupling agent; dry blending by the use of a Henschel mixer, super mixer, Ready-gel mixer, V-type blender or the like; spraying method; integral blending; dry concentration or the like, each being suitably selected according to the form and shape of the filler to be used.
• the surface treatment is, however, preferably carried out by means of sizing treatment, dry blending, spraying or the like.
• a film forming substance for glass may be used without specific limitation and is exemplified by the polymer such as polyester-based, urethane-based, acrylic and vinyl acetate-based polymers.
• the amount of the above-mentioned inorganic filler to be used as the component (B) of the present invention is 1 to 350, preferably 5 to 200, more preferably 5 to 100 parts by weight per 100 parts by weight of the foregoing component (A).
• An amount of the filler less than 1 part by weight results in insufficient effect on heat resistance, rigidity, impact resistance and the like, whereas that exceeding 350 parts by weight leads to the disadvantage of poor dipersion and difficulty in molding.
• an organic filler may be added to the composition of the present invention and is exemplified by organic synthetic fiber, natural vegetable fiber etc., more specifically by totally aromatic polyamide fiber, polyimide fiber and the like.
• thermoplastic resin In the production of the thermoplastic resin according to the present invention, the compounding of the above-described components may be carried out by various known methods including (1) melt kneading, (2) a method wherein a sheet formed from the terminal-modified styrenic polymer or a composition thereof and a glass mat are laminated followed by melting, (3) a method wherein the terminal-modified styrenic polymer and an inorganic filler in the form of long fiber are mixed in a liquid to form a slurry, and after settling, are heated.
• melt kneading (2) a method wherein a sheet formed from the terminal-modified styrenic polymer or a composition thereof and a glass mat are laminated followed by melting, (3) a method wherein the terminal-modified styrenic polymer and an inorganic filler in the form of long fiber are mixed in a liquid to form a slurry, and after settling, are heated.
• thermoplastic resin composition according to the present invention is excellent in resistances to water, impact and heat as well as mechanical properties, and is expected to find a wide variety of effective utilization as industrial materials such as electric and electronic materials, industrial construction materials, automobile parts, domestic electrical appliances and various machine parts.
• thermoplastic resin composition of the present invention examples include a wide diversity of parts such as acoustic barrier, accel pedal, arm rest, A/T shaft base, ignition trans-case, intake manifold, inner panel upper, inner panel lower, intercooler protect, water pump pulley, air guide, air surge tank, air duct, air deflector, air cleaner cover, air conditioner heater adaptor, L-side cover, engine undercover, engineer noise-proof plate, oil filler pipe, oil pan (oil sump), grille assist, compartment hatch, compartment door, go-cart chassis, tire wheel, distributor cap, tail gate inner panel, electric parts case, door beam, tono cover, transmission cover, transmission console, truck fan shroud, truck step, torque change cover, tor-con bracket, sound shield, sun-roof tray, sun-roof shade, seat, seat cushion, seat belt retractor, seat shell, seal side gate, spare tire case, stone guard, splash cover, pillar for inner/outer layer, neebol
• Examples of application in addition to the above include entry door, snow board, various trays, chair, container, pallet, acess floor (house roof), cable splice cover, welding mask, various helmets, box, housing, large-capacity computer panel, jack holder, seat back, seat base, splash guard, step, hose band, window handle, ski binding, chain-saw gear, trans-erector housing, fuse housing, motor parts, pump parts, oil server, print board, connector, relay, timer, coil bobbin, deflection yoke, chassis for OA, AV machinery, microwave oven-related parts, thermal apparatus parts, water heater parts and concrete frame plate.
• the polymer thus produced had a weight-average molecular weight of 290,000 and a ratio of weight-average molecular weight to number-average molecular weight of 2.72.
• polystyrene having syndiotactic configuration SPS
• the polymer thus produced had a weight-average molecular weight of 389,000 and a ratio of weight-average molecular weight to number-average molecular weight of 2.64.
• polystyrene having syndiotactic configuration SPS
• the polymer thus produced had a weight-average molecular weight of 252,000 and a ratio of weight-average molecular weight to number-average molecular weight of 2.54.
• polystyrene having syndiotactic configuration SPS
• the catalytic components were decomposed with a solution of hydrochloric acid in methanol and then the reaction product was washed with methanol repeatedly and dried to afford 630 g of polymer.
• the polymer thus produced had a weight-average molecular weight of 253,000 and a ratio of weight-average molecular weight to number-average molecular weight of 2.60.
• the catalytic components were decomposed with a solution of hydrochloric acid in methanol and then the reaction product was washed with methanol repeatedly and dried to afford 646 g of polymer.
• the polymer thus produced had a weight-average molecular weight of 270,000 and a ratio of weight-average molecular weight to number-average molecular weight of 2.62.
• the polymer was polystyrene having syndiotactic configuration (SPS) from the results of melting point measurement and 13 C-NMR analysis using carbon isotope. Further it was confirmed that the polymer was SPS the terminal of which was modified with maleic anhydride (SPS-MA), since carbonyl absorption was observed as the result of IR analysis of the polymer and the molecular weight thereof remained substantially unchanged compared with that in Preparation Example 3.
• SPS syndiotactic configuration
• Example 2 The procedure in Example 1 was repeated except that the components and amounts in Table 1 were used.
• the pellet obtained was injection molded to produce test pieces for bending test, Izod impact test and heat distortion test. The test results are given in Table 2.

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• 1991
  • 1991-04-09 JP JP3076008A patent/JP2851715B2/ja not_active Expired - Fee Related
• 1992
  • 1992-04-02 DE DE69206305T patent/DE69206305T2/de not_active Expired - Fee Related
  • 1992-04-02 AT AT92105654T patent/ATE130862T1/de not_active IP Right Cessation
  • 1992-04-02 EP EP92105654A patent/EP0508303B1/en not_active Expired - Lifetime
  • 1992-04-06 KR KR1019920005674A patent/KR920019862A/ko not_active Application Discontinuation
  • 1992-04-07 TW TW081102627A patent/TW207551B/zh active
  • 1992-04-09 US US07/865,457 patent/US5412024A/en not_active Expired - Fee Related

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